Itunes keeps asking to authorise computer when ipod is connected

Hi, every time I connect my iPod to iTunes I get the message "This computer is no longer authorised to play purchased items that are on the iPod.Would you like to authorise this computer for items purchased from the iTunes Store?". I can click cancel, authorise or don't authorise. When I click authorise and enter my login details I get "This computer is already authorised". As soon as I click ok on this I get the first message again. I don't want to click 'don't authorise' I'd loose all my purchased items, When I click 'cancel' it will eject my iPod from iTunes but doesn't update it.
My computer is already authorised & has been for well over a year. I can play all my purchased items on iTunes. This problem only started about a month ago & now means I'm unable to add or remove anything from my iPod. I have the latest version of iTunes, I've tried unauthorising my computer through my account the authorising it again but this hasn't helped.
Can anyone suggest anything that can help please? Thanks in advance

Delete and redownload those songs if doing so is free in your country.
(69272)

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Thanks for the question. To troubleshoot this issue, you may want to try deauthorizing all computers:
iTunes Store: About authorization and deauthorization
http://support.apple.com/kb/HT1420
To deauthorize all computers associated with your Apple ID
If you need to authorize your new computer and are unable due to already having five authorized computers, you can deauthorize all computers by doing the following:
1. Click iTunes Store on the left side of iTunes.
2. If you're not signed in to the store, click the Account button, then enter your account name and password.
3. Click the Account button again (your Apple ID appears on the button), enter your password, and then click View Account.
4. In the Account Information window, click Deauthorize All.
Note: You may only use this feature once per year. The Deauthorize All button will not appear if you have fewer than two authorized computers. If you need assistance on using this feature, please contact iTunes Store support via email (http://www.apple.com/support/itunes/store/).
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iTunes repeatedly prompts to authorize computer to play iTunes Store purchases
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Itunes keeps asking to authorise computer when ipod is connected

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